Tetrabutylammonium borohydride → 2-Bromo-4-nitro-1H-imidazole

Into 1,4-dioxane (1 ml) solution of tetra-n-butylammonium borohydride (638 mg) was added dropwise 1,4-dioxane (1 ml) solution of 2,5-dibromo-4-nitroimidazole (89.5 mg) at a room temperature, after being refluxed the reaction mixture for 23 hours, excessive reagents were quenched by adding concentrated hydrochloric acid, then water and ethyl acetate were added. The organic layer was washed with an aqueous solution being saturated with sodium chloride, then dried over anhydrous sodium sulfate, and purified by a thin layer chromatography (developing agent: ethyl acetate) to obtain 2-bromo-4-nitroimidazole (44.9 g, yield: 71%) of white powdery product.

1. temperatureafter being refluxed the reaction mixture for 23 hours
2. customexcessive reagents were quenched
3. additionby adding concentrated hydrochloric acid
4. additionwater and ethyl acetate were added
5. washThe organic layer was washed with an aqueous solution
6. dry with materialdried over anhydrous sodium sulfate
7. custompurified by a thin layer chromatography (developing agent: ethyl acetate)

ORD record

ord-45166f5c1f0f4b44bfba2de21e6cba7b

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08129544B2